FR2576025B1 - NOVEL SUBSTITUTED STEROIDS IN POSITION 10, THEIR PROCESS AND THE PREPARATION INTERMEDIATES, THEIR APPLICATION AS MEDICAMENTS, THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM - Google Patents

NOVEL SUBSTITUTED STEROIDS IN POSITION 10, THEIR PROCESS AND THE PREPARATION INTERMEDIATES, THEIR APPLICATION AS MEDICAMENTS, THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Info

Publication number
FR2576025B1
FR2576025B1 FR8500434A FR8500434A FR2576025B1 FR 2576025 B1 FR2576025 B1 FR 2576025B1 FR 8500434 A FR8500434 A FR 8500434A FR 8500434 A FR8500434 A FR 8500434A FR 2576025 B1 FR2576025 B1 FR 2576025B1
Authority
FR
France
Prior art keywords
optionally substituted
group
medicaments
application
pharmaceutical compositions
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
FR8500434A
Other languages
French (fr)
Other versions
FR2576025A1 (en
Inventor
Jean Georges Teutsch
Germain Costerousse
Vesperto Torelli
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Roussel Uclaf SA filed Critical Roussel Uclaf SA
Priority to FR8500434A priority Critical patent/FR2576025B1/en
Priority to ZA86146A priority patent/ZA86146B/en
Priority to CA000499414A priority patent/CA1266466A/en
Priority to HU86163A priority patent/HU196825B/en
Priority to EP86400057A priority patent/EP0188396B1/en
Priority to AT86400057T priority patent/ATE45955T1/en
Priority to DK013286A priority patent/DK169077B1/en
Priority to IE8386A priority patent/IE59010B1/en
Priority to DE8686400057T priority patent/DE3665306D1/en
Priority to ES550822A priority patent/ES8801509A1/en
Priority to US06/818,884 priority patent/US4753932A/en
Priority to AU52283/86A priority patent/AU582618B2/en
Priority to KR1019860000163A priority patent/KR930005993B1/en
Priority to JP61004436A priority patent/JPH0772193B2/en
Publication of FR2576025A1 publication Critical patent/FR2576025A1/en
Application granted granted Critical
Publication of FR2576025B1 publication Critical patent/FR2576025B1/en
Priority to JP6336865A priority patent/JP2687209B2/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J31/00—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J51/00—Normal steroids with unmodified cyclopenta(a)hydrophenanthrene skeleton not provided for in groups C07J1/00 - C07J43/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/20—Hypnotics; Sedatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P27/00—Drugs for disorders of the senses
    • A61P27/02—Ophthalmic agents
    • A61P27/06—Antiglaucoma agents or miotics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/04—Anorexiants; Antiobesity agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/02—Immunomodulators
    • A61P37/04—Immunostimulants
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P5/00—Drugs for disorders of the endocrine system
    • A61P5/38—Drugs for disorders of the endocrine system of the suprarenal hormones
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C07J1/0051—Estrane derivatives
    • C07J1/0081—Substituted in position 17 alfa and 17 beta
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J1/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • C07J1/0051—Estrane derivatives
    • C07J1/0081—Substituted in position 17 alfa and 17 beta
    • C07J1/0088—Substituted in position 17 alfa and 17 beta the substituent in position 17 alfa being an unsaturated hydrocarbon group
    • C07J1/0096—Alkynyl derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J21/00—Normal steroids containing carbon, hydrogen, halogen or oxygen having an oxygen-containing hetero ring spiro-condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J21/005—Ketals
    • C07J21/006—Ketals at position 3
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J31/00—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
    • C07J31/003—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring the S atom directly linked to a ring carbon atom of the cyclopenta(a)hydrophenanthrene skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0077—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 substituted in position 11-beta by a carbon atom, further substituted by a group comprising at least one further carbon atom
    • C07J41/0083—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 substituted in position 11-beta by a carbon atom, further substituted by a group comprising at least one further carbon atom substituted in position 11-beta by an optionally substituted phenyl group not further condensed with other rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0094—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 containing nitrile radicals, including thiocyanide radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J43/00—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J43/003—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Diabetes (AREA)
  • Ophthalmology & Optometry (AREA)
  • Immunology (AREA)
  • Endocrinology (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Cardiology (AREA)
  • Toxicology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Emergency Medicine (AREA)
  • Urology & Nephrology (AREA)
  • Anesthesiology (AREA)
  • Biomedical Technology (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Child & Adolescent Psychology (AREA)
  • Pain & Pain Management (AREA)
  • Rheumatology (AREA)
  • Vascular Medicine (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

A novel steroid of the formula I wherein X is methylene and R is an optionally substituted carbocyclic aryl or heterocyclic aryl or optionally substituted vinyl or ethynyl or X is a simple bond or -S- and R is optionally substituted carbocyclic aryl or heterocyclic aryl, R2 is methyl or ethyl, R3 is selected from the group consisting of optionally substituted alkyl of 1 to 8 carbon atoms and optionally substituted alkenyl and alkynyl of 2 to 8 carbon atoms, R4 is selected from the group consisting of hydrogen and acyl, is selected from the group consisting of R6 is selected from the group consisting of hydrogen and methyl, the wavy line indicates alpha or beta - and the dotted line in 1(2) indicates the optional presence of a second carbon-carbon bond and novel process and intermediates therefore having anti-glucocorticoid activity.
FR8500434A 1985-01-14 1985-01-14 NOVEL SUBSTITUTED STEROIDS IN POSITION 10, THEIR PROCESS AND THE PREPARATION INTERMEDIATES, THEIR APPLICATION AS MEDICAMENTS, THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM Expired FR2576025B1 (en)

Priority Applications (15)

Application Number Priority Date Filing Date Title
FR8500434A FR2576025B1 (en) 1985-01-14 1985-01-14 NOVEL SUBSTITUTED STEROIDS IN POSITION 10, THEIR PROCESS AND THE PREPARATION INTERMEDIATES, THEIR APPLICATION AS MEDICAMENTS, THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
ZA86146A ZA86146B (en) 1985-01-14 1986-01-08 Steroids substituted at position 10,the process and the intermediates for their preparation,their application as medicaments,the pharmaceutical compositions containing them
ES550822A ES8801509A1 (en) 1985-01-14 1986-01-13 Steroids substituted in position 10, their preparation and intermediates obtained in their preparation, their use as medicaments and pharmaceutical compositions containing them.
EP86400057A EP0188396B1 (en) 1985-01-14 1986-01-13 Steroids substituted in position 10, their preparation and intermediates obtained in their preparation, their use as medicaments and pharmaceutical compositions containing them
AT86400057T ATE45955T1 (en) 1985-01-14 1986-01-13 IN POSITION 10 SUBSTITUTED STEROIDS, THEIR MANUFACTURE, INTERMEDIATE PRODUCTS IN THEIR MANUFACTURE, THEIR USE AS MEDICINAL PRODUCTS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM.
DK013286A DK169077B1 (en) 1985-01-14 1986-01-13 Steroids substituted at the 10-position with aryl, aralkyl, arylthio, alkenyl or alkynyl and pharmaceutical compositions containing the compounds
IE8386A IE59010B1 (en) 1985-01-14 1986-01-13 New steroids substituted at position 10,the process and the intermediates for their preparation, their application as medicaments, the pharmaceutical compositions containing them
DE8686400057T DE3665306D1 (en) 1985-01-14 1986-01-13 Steroids substituted in position 10, their preparation and intermediates obtained in their preparation, their use as medicaments and pharmaceutical compositions containing them
CA000499414A CA1266466A (en) 1985-01-14 1986-01-13 Process for the preparation of 10-substituted steroids
HU86163A HU196825B (en) 1985-01-14 1986-01-13 Process for producing 10-substituted steroids and pharmaceutical compositions comprising the same
US06/818,884 US4753932A (en) 1985-01-14 1986-01-14 Novel 10-substituted steroids
AU52283/86A AU582618B2 (en) 1985-01-14 1986-01-14 New steroids substituted at position 10, the process and the intermediates for their preparation, their application as medicaments, the pharmaceutical compositions containing them
KR1019860000163A KR930005993B1 (en) 1985-01-14 1986-01-14 Novel 10-substituted steroids
JP61004436A JPH0772193B2 (en) 1985-01-14 1986-01-14 New steroids having substituents at the 10-position, their production and their use as drugs
JP6336865A JP2687209B2 (en) 1985-01-14 1994-12-27 Intermediate for the production of new steroids having a substituent at the 10-position

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR8500434A FR2576025B1 (en) 1985-01-14 1985-01-14 NOVEL SUBSTITUTED STEROIDS IN POSITION 10, THEIR PROCESS AND THE PREPARATION INTERMEDIATES, THEIR APPLICATION AS MEDICAMENTS, THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Publications (2)

Publication Number Publication Date
FR2576025A1 FR2576025A1 (en) 1986-07-18
FR2576025B1 true FR2576025B1 (en) 1987-01-23

Family

ID=9315230

Family Applications (1)

Application Number Title Priority Date Filing Date
FR8500434A Expired FR2576025B1 (en) 1985-01-14 1985-01-14 NOVEL SUBSTITUTED STEROIDS IN POSITION 10, THEIR PROCESS AND THE PREPARATION INTERMEDIATES, THEIR APPLICATION AS MEDICAMENTS, THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Country Status (14)

Country Link
US (1) US4753932A (en)
EP (1) EP0188396B1 (en)
JP (2) JPH0772193B2 (en)
KR (1) KR930005993B1 (en)
AT (1) ATE45955T1 (en)
AU (1) AU582618B2 (en)
CA (1) CA1266466A (en)
DE (1) DE3665306D1 (en)
DK (1) DK169077B1 (en)
ES (1) ES8801509A1 (en)
FR (1) FR2576025B1 (en)
HU (1) HU196825B (en)
IE (1) IE59010B1 (en)
ZA (1) ZA86146B (en)

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FR2576025B1 (en) * 1985-01-14 1987-01-23 Roussel Uclaf NOVEL SUBSTITUTED STEROIDS IN POSITION 10, THEIR PROCESS AND THE PREPARATION INTERMEDIATES, THEIR APPLICATION AS MEDICAMENTS, THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
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FR1380411A (en) * 1962-02-24 1964-12-04 Roussel Uclaf New process for the preparation of 10 beta-allyl-steroids and products used in this process
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FR2522328B1 (en) * 1982-03-01 1986-02-14 Roussel Uclaf NEW PRODUCTS DERIVED FROM THE STRUCTURE 3-CETO 4,9 19-NOR STEROIDS, THEIR PREPARATION PROCESS AND THEIR APPLICATION AS MEDICAMENTS
FR2569408B1 (en) * 1984-08-24 1986-10-03 Roussel Uclaf NOVEL STEROIDS SUBSTITUTED IN POSITION 10 BY A RADICAL HAVING A DOUBLE OR TRIPLE LINK, THEIR PREPARATION METHOD, THEIR APPLICATION AS MEDICAMENTS, THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
FR2576025B1 (en) * 1985-01-14 1987-01-23 Roussel Uclaf NOVEL SUBSTITUTED STEROIDS IN POSITION 10, THEIR PROCESS AND THE PREPARATION INTERMEDIATES, THEIR APPLICATION AS MEDICAMENTS, THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

Also Published As

Publication number Publication date
IE860083L (en) 1986-07-14
DK13286D0 (en) 1986-01-13
AU5228386A (en) 1986-07-17
JP2687209B2 (en) 1997-12-08
EP0188396A2 (en) 1986-07-23
EP0188396B1 (en) 1989-08-30
DK169077B1 (en) 1994-08-08
ZA86146B (en) 1987-03-25
IE59010B1 (en) 1993-12-03
EP0188396A3 (en) 1986-12-10
AU582618B2 (en) 1989-04-06
JPH07316185A (en) 1995-12-05
US4753932A (en) 1988-06-28
DE3665306D1 (en) 1989-10-05
ES550822A0 (en) 1988-01-16
ES8801509A1 (en) 1988-01-16
KR930005993B1 (en) 1993-07-01
HUT41047A (en) 1987-03-30
JPS61168029A (en) 1986-07-29
JPH0772193B2 (en) 1995-08-02
KR860005832A (en) 1986-08-13
HU196825B (en) 1989-01-30
FR2576025A1 (en) 1986-07-18
DK13286A (en) 1986-07-15
ATE45955T1 (en) 1989-09-15
CA1266466A (en) 1990-03-06

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